LEVOBUPIVACAINE HYDROCHLORIDE

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Search structure


Synonyms	Bupivacaine (-)-form hydrochloride CHIROCAINE Chirocaine Levobupivac Levobupivacaine hcl Levobupivacaine hydrochloride
Status
Molecule Category	Salt-form
UNII	J998RDZ51I
EPA CompTox	DTXSID9046071

Structure


InChI Key	SIEYLFHKZGLBNX-NTISSMGPSA-N
Smiles	CCCCN1CCCC[C@H]1C(=O)Nc1c(C)cccc1C.Cl
InChI	InChI=1S/C18H28N2O.ClH/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3;/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21);1H/t16-;/m0./s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C18H29ClN2O
Molecular Weight	324.9
AlogP	3.9
Hydrogen Bond Acceptor	2.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	5.0
Polar Surface Area	32.34
Molecular species	NEUTRAL
Aromatic Rings	1.0
Heavy Atoms	21.0

Pharmacology

Mechanism of Action	Action	Reference
Sodium channel protein type IV alpha subunit blocker	BLOCKER	PubMed

Target Conservation


Protein: Sodium channel protein type IV alpha subunit Description: Sodium channel protein type 4 subunit alpha Organism : Homo sapiens P35499 ENSG00000007314

Cross References

Resources	Reference
ChEBI	31772
ChEMBL	CHEMBL1200749
FDA SRS	J998RDZ51I
SureChEMBL	SCHEMBL34174

CONTENTS

EcoDrug+ was developed under the PREMIER Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information EcoDrug+ contains.

Elements of EcoDrug+ were developed under the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT Center for Science Ltd is thanked for providing computational resources. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

Content of EcoDrug+ is provided without guarantee for correctness.

Cite Us:

Ashenafi Legehar, Siobhán Monaghan, Mael Briand, Akseli Niemelä, Leo Ghemtio, Ziaurrehman Tanoli, A Ross Brown, Charles R Tyler, Henri Xhaard, EcoDrug PLUS: an advanced database for drug target conservation analysis and environmental risk assessment, Nucleic Acids Research, 2025, gkaf1251 Read...

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Last update: Monday, 3 November 2025